Newbouldiaquinone and newbouldiamide: a new naphthoquinone-anthraquinone coupled pigment and a new ceramide from Newbouldia laevis

Chem Pharm Bull (Tokyo). 2005 Jun;53(6):616-9. doi: 10.1248/cpb.53.616.

Abstract

Newbouldiaquinone (1), a new naphthoquinone-anthraquinone coupled pigment and a new ceramide named newbouldiamide (2), have been isolated from Newbouldia laevis, besides the known compounds lapachol (3), canthic acid, oleanolic acid, 2-methyl-9,10-anthracenedione, 2-acetylfuro-1,4-naphthoquinone, 2,3-dimethoxy-1,4-benzoquinone, 2-(4-hydroxyphenyl)ethyl triacontanoate, beta-sitosterol and beta-sitosterol glucopyranoside. The structure elucidations of the isolated new compounds were performed on the basis of spectroscopic and chemical evidence. Preliminary studies showed that 1 is moderately antibacterial against Gram-positive Bacillus megaterium and that 3 has moderate herbicidal and antibacterial activities.

MeSH terms

  • Anthraquinones / chemistry*
  • Anthraquinones / isolation & purification
  • Anthraquinones / pharmacology
  • Bignoniaceae*
  • Ceramides / chemistry*
  • Ceramides / isolation & purification
  • Ceramides / pharmacology
  • Microbial Sensitivity Tests / methods
  • Naphthoquinones / chemistry*
  • Naphthoquinones / isolation & purification
  • Naphthoquinones / pharmacology
  • Pigments, Biological / chemistry*
  • Pigments, Biological / isolation & purification
  • Pigments, Biological / pharmacology
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Structures

Substances

  • Anthraquinones
  • Ceramides
  • Naphthoquinones
  • Pigments, Biological
  • Plant Extracts